Vacation rentals in Wilbraham

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Top-rated vacation rentals in Wilbraham

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Cottage in Petersham

4.99 out of 5 average rating, 152 reviews

Cider House Cottage

Antique guest cottage on a country farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub.

Jan. 20 – 27

$223 CAD per night

Guest favourite

Guesthouse in Northampton

5.0 out of 5 average rating, 274 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Feb. 21 – 28

$198 CAD per night

Guest favourite

Guest suite in Warren

4.95 out of 5 average rating, 269 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

Dec. 19 – 26

$107 CAD per night

Guest favourite

Home in Ware

4.88 out of 5 average rating, 113 reviews

Little House Inn

NO CLEANING FEES - NO CHORE LIST Reconnect with loved ones in this family-friendly place. Our little house is situated on an acre and a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or enjoy the woodland view from your deck with your morning coffee. Deer, turkeys, bunnies, and many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

Nov. 16 – 23

$211 CAD per night

Guest favourite

Apartment in Brimfield

4.98 out of 5 average rating, 142 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the convenience of a convenience store, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Aug. 17 – 24

$228 CAD per night

Guest favourite

Guest suite in Easthampton

4.97 out of 5 average rating, 403 reviews

Goreytastic Private ApARTment @ the EMC

Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

Oct. 9 – 16

$162 CAD per night

Guest favourite

Camper/RV in Wilbraham

4.97 out of 5 average rating, 188 reviews

The Waddle on Inn

*open all winter season!* Welcome to The Waddle On Inn! Unique small farm experience meets luxury glamping and a serene paradise. We have created a farm getaway with a luxury 5th wheel with all the familiar comforts of home including wifi, smart TV, a screened in pavilion for you to enjoy your meals, our hilarious flock of ducks and goats for your entertainment! There are even fresh duck eggs for purchase as a take home souvenir! Relax, unwind, and Waddle On Inn!

Sep. 5 – 12

$170 CAD per night

Guest favourite

Guest suite in Agawam

4.95 out of 5 average rating, 155 reviews

The Waters Edge

Contemporary home located on the scenic Ct River. Centrally located between Bstn & Htfd. Within 2 miles of Six Flags, 15 min from Basketball or Volleyball Hall of Fame, MGM Casino, Eastern States Exposition, Downtown Spfld & Bradley Intnl Airport. Adjacent CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views guests love! Rest's, museums, hiking, shopping & much more nearby. NO SMOKING ON PROPERTY.

Oct. 5 – 12

$190 CAD per night

Guest favourite

Guest suite in Amherst

4.97 out of 5 average rating, 126 reviews

South Amherst Countryside Suite

Recently-renovated, spacious countryside suite in beautiful and peaceful South Amherst. Quiet lodgings away from the hustle and bustle of town centers, with easy access by car to area colleges (Amherst, Hampshire, Mt. Holyoke and Smith) and the University of Massachusetts. No additional cleaning fees!! **New for 2024: energy-efficient, quiet Mitsubishi heat pump and mini-splits for heating and cooling.**

Aug. 6 – 13

$215 CAD per night

Guest favourite

Guesthouse in Amherst

4.95 out of 5 average rating, 481 reviews

Cozy get-away!

This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

Mar. 14 – 21

$167 CAD per night

Guest favourite

Guesthouse in Belchertown

4.94 out of 5 average rating, 134 reviews

Amherst Area Studio Apartment

Convenient location on quiet side road near Amherst, Hampshire, and UMass. Easy commute to Smith and Mt. Holyoke. Unique 2nd floor open studio space with 1 single and 1 dble bed, a sofa and chair, a dining nook with a small kitchenette + full bath. Bathroom is on first floor but studio is on second floor. Public beach is available June 24 and is steps away!

Sep. 18 – 25

$180 CAD per night

Guest favourite

Apartment in Enfield

4.99 out of 5 average rating, 146 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

Oct. 22 – 29

$161 CAD per night